Boston Bass Charters 

5.0/5 (12 reviews)
 707 Shirley Street, Winthrop, MA 02152, United States

Boston Bass Charters 

Winthrop, MA, United States
26 ft
6
5.0/5 (12 reviews)

Boston Bass Charters has a trip with your name on it along the stunning waters of Boston . Having logged many hours on these tides, Captain Will knows them forwards and back.

Local species include Striped Bass, Bluefish, and more if you come at the right time of year. For these species, you're likely to cast,jig,troll and bottom fish using light tackle.

Capt. Will welcomes anglers of all ages, including kids, so get 'em offline and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets grumpy on an empty belly!

You'll be dropping lines from a 2026 26' Sea Pro center console with capacity for 6 passengers. It has all the essentials no fishing machine can run without. There's a toilet on board for your convenience. Your captain will provide rods and reels, along with lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

The charter boat covers your fishing license, so all you have to do is show up ready for a good time! Keep in mind that you may release some fish due to regulations. Your captain will help you follow regulations while you fish.

A few items to bring include sunglasses, sunscreen (non-spray), bottled water, and a hat. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Boston Bass Charters?

Boston Bass Charters has a trip with your name on it along the stunning waters of Boston . Having logged many hours on these tides, Captain Will knows them forwards and back.

Local species include Striped Bass, Bluefish, and more if you come at the right time of year. For these species, you're likely to cast,jig,troll and bottom fish using light tackle.

Capt. Will welcomes anglers of all ages, including kids, so get 'em offline and onto the water! Children must wear life vests, so find out if the appropriate size is available on board. And, you can't go wrong with snacks so that nobody gets grumpy on an empty belly!

You'll be dropping lines from a 2026 26' Sea Pro center console with capacity for 6 passengers. It has all the essentials no fishing machine can run without. There's a toilet on board for your convenience. Your captain will provide rods and reels, along with lures. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.

The charter boat covers your fishing license, so all you have to do is show up ready for a good time! Keep in mind that you may release some fish due to regulations. Your captain will help you follow regulations while you fish.

A few items to bring include sunglasses, sunscreen (non-spray), bottled water, and a hat. Alcohol is allowed in moderation, just be sure to avoid hard liquor as well as glass bottles.

You could keep reading this, but wouldn't you rather be fishing with Boston Bass Charters?

Will Santiago
Captain
Will Santiago
6 years of experience
ID & credentials verified

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
July 2026
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Number of days
1
Group Size
2 adults • 0 children
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5 Hour Trip – 1on1 Fishing 1Person
Non-refundable
5 hour trip starts at 5:00 AM
Seasonal trip
(Mon, Tue, Wed, Thu, Fri)
Bass (Striped)
Bluefish (Tailor)
US $450
Entire boat: up to 6 people
5 Hour Trip- 2 people
Non-refundable
5 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $600
Entire boat: up to 6 people
5 Hour Trip 5 people
Non-refundable
5 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $950
Entire boat: up to 6 people
7 Hour Trip 5 People
Non-refundable
7 hour trip starts at 5:00 AM
Bass (Striped)
Bluefish (Tailor)
US $1,200
Entire boat: up to 6 people
There are 9 people looking at this charter.

Customer reviews

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Rating

5.0
12 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (21)

All reviews (12)

Frequently mentioned
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Showing 15 of 12 reviews
Alyssa Duguay
Alyssa Duguay
us
New York, US
Member since 2025
5.0
Verified
Best fishing charter
5 Hour Trip- 2 people on July 25, 20252 adults

Me and my boyfriend went on this charter with Will and it was the best charter we have ever been on! It was just us two and Will making it more personalized and he has so much knowledge about fishing and finding them! He set us up amazingly and we caught so many fish! He made our vacation even better!

Reported catch:
Striped Bass
Will Santiago
Response from Captain

Thank you for the amazing review! From pulling in strings of mackerel to crushing bass. We sure had a goodtime! Glad you enjoyed the time on the boat. Hope to see you guys on the next visit to Boston.

Logan West
Logan West
us
Texas, US
Member since 2019
5.0
Verified
Awesome trip
5 Hour Trip- 2 people on June 15, 20262 adults

Captain Will was super nice and professional.

Will Santiago
Response from Captain

Thanks Again Logan!! Hope to see you in Boston again.

David Parot
David Parot
us
Vermont, US
Member since 2025
5.0
Verified
September fishing trip
5 Hour Trip – 1on1 Fishing 1Person on September 19, 20252 adults

Captain Will was an excellent guide. From the prompt initial reply to the early pick up at the dock everything was amazing. It was like fishing with a good friend. I will return and can't wait to do so.

Will Santiago
Response from Captain

Good Times David!! Let’s do it again next season! Thanks for the review

James Campbell
James Campbell
us
Florida, US
Member since 2025
5.0
Verified
Bass fishing
5 Hour Trip – 1on1 Fishing 1Person on August 6, 20251 adult

Super trip, captain was great and we stayed on fish

Tyler Benotti
Tyler Benotti
us
Massachusetts, US
Member since 2024
5.0
Verified
Great Late Season Fishing Experience!
5 Hour Trip – 1on1 Fishing 1Person on October 9, 20241 adult

Although we were late in the season, Captain Will still managed to find the fish!! We caught some Stripers and Bluefish. The one big striper did get away!!! It was still a great time and even more reason to go again next Summer. Captain Will is very experienced and knew exactly where to find the bait (macks) and then ultimately found where the big fish were hanging out. Can’t wait to go again and I’d highly recommend Boston Bass Charters to anyone! He has very fair rates as well!

Reported catch:
Striped Bass
Bluefish (Tailor)
Will Santiago
Response from Captain

Thanks Tyler! Glad you enjoyed the hunt.. Let’s get back out there and land the big one next season!

FAQs about Boston Bass Charters

Boston Bass Charters offers the following trips to customers:
  • US $450 per group - 5 Hour Trip – 1on1 Fishing 1Person (5 hours)
  • US $600 per group - 5 Hour Trip- 2 people (5 hours)
  • US $950 per group - 5 Hour Trip 5 people (5 hours)
  • US $1,200 per group - 7 Hour Trip 5 People (7 hours)
When you book a trip with Boston Bass Charters, you can expect the following amenities onboard:
  • Toilet Portable
  • GPS
  • Fishfinder
  • Live bait well
  • Wireless trolling motor
  • Ice box
  • Radar
Trips booked with Boston Bass Charters include:
  • Rods, reels & tackle
  • Live bait (We will find and catch our own live bait or use lures if preferred.)
  • Lures
  • Catch cleaning & filleting (Filleting fish is included and done on the boat. Tips are always welcomed for that service.)
  • Fishing license (Fishing license included on fishing trip)
Boston Bass Charters offers the following types of fishing:
  • Inshore fishing
  • Nearshore fishing
Boston Bass Charters offers the following fishing techniques:
  • Light tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Drift fishing
  • Deep sea fishing
Top targeted fish species with Boston Bass Charters include:
  • Bass (Striped)
  • Bluefish (Tailor)

Your captain

Will Santiago
Will Santiago
Will Santiago

Winthrop, Massachusetts, United States

ID & license verified
12 Customer reviews
Typical response within 4 hours
Member since February 2024

Operating a 2026 26' Sea Pro center console, Capt. Will ensures a comfortable fishing experience in the waters of Boston, Massachusetts. Keep your eyes peeled for Bluefish and Striped Bass as you try your hand at bottom fishing, spinning, popping, trolling, drifting, jigging, and more. The only way to learn is to join them on the water.

ID & license verified
12 Customer reviews
Typical response within 4 hours
Member since February 2024

Operating a 2026 26' Sea Pro center console, Capt. Will ensures a comfortable fishing experience in the waters of Boston, Massachusetts. Keep your eyes peeled for Bluefish and Striped Bass as you try your hand at bottom fishing, spinning, popping, trolling, drifting, jigging, and more. The only way to learn is to join them on the water.

The fish you can target

Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)
Striped Bass
Striped Bass
Bluefish (Tailor)
Bluefish (Tailor)

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
26 ft
Year built
2026
Boat manufacturer
Sea Pro
Boat type
Center console
Engine model
Yamaha
Powered by
2 x 200HP
Max cruising speed
50 knots

What kind of fishing will you do?

Inshore Fishing
Nearshore Fishing

Which fishing techniques you can try

Light Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Popping
Drift Fishing
Deep Sea Fishing

Which amenities are available onboard

Toilet
Portable
GPS
Fishfinder
Live bait well
Wireless trolling motor
Ice box
Radar

What's included in the trip price

Rods, reels & tackle
Live bait
We will find and catch our own live bait or use lures if preferred.
Lures
Catch cleaning & filleting
Filleting fish is included and done on the boat. Tips are always welcomed for that service.
Fishing license
Fishing license included on fishing trip

How cancellations work

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

More details

What the listing policies are

Pickup not included

Transfer to/from departure site is not included in trip rates.

Child friendly
Boston Bass takes out all ages of kids. Life jackets for kids will be supplied.
You keep catch
Catch and release allowed

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

 American Express

 PayPal

When paying the remaining balance with a credit card, an additional 4% charge will apply.

What’s biting in Winthrop right now

Bass (Striped)Bass (Striped)
Bluefish (Tailor)Bluefish (Tailor)

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